NPASS drugs

Drug Information

Drug ID:	NPD2895
Drug Name:	GR-133347
Molecular Formula:	C18H19NO
Canonical SMILES:	CC(=NC1Cc2ccccc2C(C1)c1ccccc1)O
Standard InCHI:	InChI=1S/C18H19NO/c1-13(20)19-16-11-15-9-5-6-10-17(15)18(12-16)14-7-3-2-4-8-14/h2-10,16,18H,11-12H2,1H3,(H,19,20)
Standard InCHIKey:	YNMJUMQDPHRKTA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2895

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	86
0.1-0.2	1096
0.2-0.3	4504
0.3-0.4	12857
0.4-0.5	9832
0.5-0.6	2110
0.6-0.7	359
0.7-0.8	45
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8172	NPC203076
Intermediate Similarity	0.79	NPC311242
Intermediate Similarity	0.7742	NPC14326
Intermediate Similarity	0.7708	NPC473031
Intermediate Similarity	0.77	NPC161972
Intermediate Similarity	0.77	NPC303045
Intermediate Similarity	0.7629	NPC12429
Intermediate Similarity	0.7624	NPC25565
Intermediate Similarity	0.7596	NPC239854
Intermediate Similarity	0.7576	NPC470926
Intermediate Similarity	0.7551	NPC470877
Intermediate Similarity	0.7549	NPC475439
Intermediate Similarity	0.7549	NPC473501
Intermediate Similarity	0.7526	NPC60408
Intermediate Similarity	0.7475	NPC316108
Intermediate Similarity	0.7475	NPC471307
Intermediate Similarity	0.7475	NPC209764
Intermediate Similarity	0.7475	NPC121872
Intermediate Similarity	0.7475	NPC78041
Intermediate Similarity	0.7475	NPC74936
Intermediate Similarity	0.7475	NPC159178
Intermediate Similarity	0.7475	NPC141139
Intermediate Similarity	0.7475	NPC172128
Intermediate Similarity	0.74	NPC226438
Intermediate Similarity	0.7383	NPC474559
Intermediate Similarity	0.7347	NPC471638
Intermediate Similarity	0.7333	NPC469457
Intermediate Similarity	0.7333	NPC474582
Intermediate Similarity	0.732	NPC3210
Intermediate Similarity	0.7255	NPC471309
Intermediate Similarity	0.7228	NPC245259
Intermediate Similarity	0.7222	NPC474695
Intermediate Similarity	0.7203	NPC109151
Intermediate Similarity	0.7184	NPC58674
Intermediate Similarity	0.7184	NPC329430
Intermediate Similarity	0.713	NPC88267
Intermediate Similarity	0.713	NPC113326
Intermediate Similarity	0.713	NPC224610
Intermediate Similarity	0.713	NPC194390
Intermediate Similarity	0.7064	NPC211551
Intermediate Similarity	0.7053	NPC159661
Intermediate Similarity	0.7041	NPC133162
Intermediate Similarity	0.7021	NPC249018
Intermediate Similarity	0.7021	NPC3190
Intermediate Similarity	0.7	NPC274089
Intermediate Similarity	0.7	NPC191215
Remote Similarity	0.6957	NPC246904
Remote Similarity	0.6957	NPC54269
Remote Similarity	0.6957	NPC244738
Remote Similarity	0.6939	NPC119677
Remote Similarity	0.6931	NPC262393
Remote Similarity	0.6923	NPC72670
Remote Similarity	0.6916	NPC12730
Remote Similarity	0.6907	NPC231986
Remote Similarity	0.6903	NPC319579
Remote Similarity	0.6897	NPC473573
Remote Similarity	0.6893	NPC220596
Remote Similarity	0.6887	NPC33168
Remote Similarity	0.6882	NPC122327
Remote Similarity	0.6882	NPC112609
Remote Similarity	0.6882	NPC113000
Remote Similarity	0.6847	NPC45033
Remote Similarity	0.6847	NPC327481
Remote Similarity	0.6842	NPC290638
Remote Similarity	0.6838	NPC470544
Remote Similarity	0.6825	NPC246913
Remote Similarity	0.6813	NPC139416
Remote Similarity	0.6813	NPC213570
Remote Similarity	0.6813	NPC246822
Remote Similarity	0.6809	NPC307195
Remote Similarity	0.6804	NPC315216
Remote Similarity	0.6796	NPC78154
Remote Similarity	0.678	NPC470545
Remote Similarity	0.6768	NPC104070
Remote Similarity	0.6746	NPC89769
Remote Similarity	0.6746	NPC126859
Remote Similarity	0.6746	NPC259665
Remote Similarity	0.6742	NPC155172
Remote Similarity	0.6735	NPC242628
Remote Similarity	0.6727	NPC471310
Remote Similarity	0.6727	NPC202613
Remote Similarity	0.6727	NPC471317
Remote Similarity	0.6726	NPC96224
Remote Similarity	0.6726	NPC24101
Remote Similarity	0.6723	NPC470546
Remote Similarity	0.6723	NPC320656
Remote Similarity	0.6702	NPC96835
Remote Similarity	0.6702	NPC258492
Remote Similarity	0.6699	NPC298115
Remote Similarity	0.6698	NPC108339
Remote Similarity	0.6696	NPC473498
Remote Similarity	0.6695	NPC82963
Remote Similarity	0.6667	NPC1008
Remote Similarity	0.6667	NPC87099
Remote Similarity	0.6667	NPC275467
Remote Similarity	0.6667	NPC135433
Remote Similarity	0.6667	NPC226999
Remote Similarity	0.6667	NPC39799
Remote Similarity	0.6667	NPC193578
Remote Similarity	0.6667	NPC280135
Remote Similarity	0.6667	NPC292758
Remote Similarity	0.6667	NPC65855
Remote Similarity	0.6667	NPC158028
Remote Similarity	0.6667	NPC98269
Remote Similarity	0.6667	NPC325662
Remote Similarity	0.6639	NPC38458
Remote Similarity	0.6639	NPC311737
Remote Similarity	0.6638	NPC474584
Remote Similarity	0.6636	NPC471320
Remote Similarity	0.6636	NPC471319
Remote Similarity	0.6635	NPC26224
Remote Similarity	0.6632	NPC276699
Remote Similarity	0.6612	NPC477061
Remote Similarity	0.6612	NPC45777
Remote Similarity	0.6609	NPC474149
Remote Similarity	0.6607	NPC167336
Remote Similarity	0.6607	NPC473418
Remote Similarity	0.6602	NPC325441
Remote Similarity	0.6598	NPC245896
Remote Similarity	0.6598	NPC66270
Remote Similarity	0.6598	NPC255345
Remote Similarity	0.6589	NPC132847
Remote Similarity	0.6587	NPC268763
Remote Similarity	0.6587	NPC66177
Remote Similarity	0.6587	NPC8305
Remote Similarity	0.6585	NPC472415
Remote Similarity	0.6583	NPC220698
Remote Similarity	0.6577	NPC164859
Remote Similarity	0.6574	NPC324602
Remote Similarity	0.6571	NPC125226
Remote Similarity	0.6562	NPC139658
Remote Similarity	0.6562	NPC271642
Remote Similarity	0.6559	NPC229235
Remote Similarity	0.6559	NPC251490
Remote Similarity	0.6557	NPC273830
Remote Similarity	0.6557	NPC71684
Remote Similarity	0.6556	NPC291066
Remote Similarity	0.6556	NPC32312
Remote Similarity	0.6549	NPC231705
Remote Similarity	0.6535	NPC124802
Remote Similarity	0.6535	NPC169016
Remote Similarity	0.6535	NPC267704
Remote Similarity	0.6526	NPC299134
Remote Similarity	0.6525	NPC118202
Remote Similarity	0.6525	NPC33742
Remote Similarity	0.6517	NPC22786
Remote Similarity	0.6517	NPC71009
Remote Similarity	0.6512	NPC3202
Remote Similarity	0.6491	NPC142297
Remote Similarity	0.648	NPC472414
Remote Similarity	0.648	NPC79698
Remote Similarity	0.648	NPC4974
Remote Similarity	0.6476	NPC258627
Remote Similarity	0.6475	NPC80150
Remote Similarity	0.6471	NPC317254
Remote Similarity	0.6471	NPC188010
Remote Similarity	0.6466	NPC243162
Remote Similarity	0.6465	NPC192623
Remote Similarity	0.6465	NPC164449
Remote Similarity	0.6465	NPC184030
Remote Similarity	0.6465	NPC50063
Remote Similarity	0.6458	NPC98976
Remote Similarity	0.6457	NPC295478
Remote Similarity	0.6457	NPC473322
Remote Similarity	0.6452	NPC35996
Remote Similarity	0.6446	NPC310467
Remote Similarity	0.6444	NPC113670
Remote Similarity	0.6444	NPC45756
Remote Similarity	0.6441	NPC276949
Remote Similarity	0.6441	NPC35850
Remote Similarity	0.6436	NPC474088
Remote Similarity	0.6429	NPC178902
Remote Similarity	0.6429	NPC278097
Remote Similarity	0.6422	NPC472258
Remote Similarity	0.6421	NPC1901
Remote Similarity	0.6413	NPC267443
Remote Similarity	0.6413	NPC6107
Remote Similarity	0.6408	NPC258046
Remote Similarity	0.6404	NPC310758
Remote Similarity	0.6404	NPC238023
Remote Similarity	0.6404	NPC135924
Remote Similarity	0.6404	NPC246588
Remote Similarity	0.6404	NPC210849
Remote Similarity	0.6396	NPC228400
Remote Similarity	0.6396	NPC214200
Remote Similarity	0.6396	NPC128248
Remote Similarity	0.6396	NPC136810
Remote Similarity	0.6396	NPC133809
Remote Similarity	0.6392	NPC110264
Remote Similarity	0.6385	NPC149379
Remote Similarity	0.6383	NPC263385
Remote Similarity	0.6379	NPC258056
Remote Similarity	0.6374	NPC198023
Remote Similarity	0.6364	NPC254088
Remote Similarity	0.6364	NPC169328
Remote Similarity	0.6357	NPC183722
Remote Similarity	0.6357	NPC255447
Remote Similarity	0.6349	NPC47667
Remote Similarity	0.6346	NPC198747
Remote Similarity	0.6341	NPC478014

Drug Structure

NPD2895 OpenBabel08211702562D 21 23 0 0 1 0 0 0 0 0999 V2000 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 17 2 0 0 0 0 11 15 1 0 0 0 0 11 16 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 19 2 3 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008785
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	265.15
ALogP	-0.0471
MLogP	3.22
XLogP	7.529
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	32.59
RO5 Violation	1